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Top Hillside hotels

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

Westcliffe CO
This vacation home featured laundry facilities and barbecue grills.
"Awesome place! The house was very spacious and relaxing. Good privacy, but close enough to town and other activities. No light pollution for great star gazing."

Reviewed on May 28, 2026

Opens in a new window'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River

Escape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River

Cotopaxi CO
This cabin features a garden, laundry facilities, and barbecue grills.
"Our family loved this place , the kids had the best time and loved the cabin and surrounding area. We had so much to do inside and out . Our dogs loved it there too and felt so loved with all the dog beds and toys . Our hosts were amazing and so accommodating. We forgot something and they were so ..."

Reviewed on May 21, 2026

Opens in a new windowEscape to cozy Cotopaxi cabin, just a quick drive away from Arkansas River
Modern Log Cabin in Colorado Wilderness

Modern Log Cabin in Colorado Wilderness

Cotopaxi CO
This vacation home features a garden, laundry facilities, and barbecue grills.
"Beautiful, peaceful, and relaxing cabin. A perfect place to unplug and enjoy the mountains. Hosts are wonderful and gracious. We hope to stay again! Thanks for a great place to stay."

Reviewed on Mar 22, 2026

Opens in a new windowModern Log Cabin in Colorado Wilderness
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

Westcliffe CO
This vacation home featured laundry facilities and barbecue grills.
"This place was amazing! Inside perfect living space, clean. The real treat was outside. Venable creek is literally off the back deck. We sat out there listening and watching for hours. Plus it was a 2 minute drive to the Venable trail head. Great location for what we wanted. We had a. Issue with ..."

Reviewed on Oct 22, 2025

Opens in a new windowSit on Your Deck in an Alpine Forest & Next to Mountain Stream
Secluded Riverfront Retreat w/hot tub & private river access

Secluded Riverfront Retreat w/hot tub & private river access

Howard CO
$563 nightly
The price is $605 total per night from Jun 2 to Jun 3
$605 total
Jun 2 - Jun 3
Total with taxes and fees
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"Great views"

Reviewed on May 17, 2026

Opens in a new windowSecluded Riverfront Retreat w/hot tub & private river access
Lamp Post Lodge

Lamp Post Lodge

3 out of 5
59450 CO-69 Westcliffe CO
$181 nightly
The price is $199 total per night from Jun 21 to Jun 22
$199 total
Jun 21 - Jun 22
Total with taxes and fees
This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
"It was a really nice place. In our case there was no one else there so we were able to hang out in the main downstairs area which was pretty nice. The staff we needed help from were very responsive as well. I honestly would recommend staying here as the views from the front porch at night and during ..."

Reviewed on Mar 6, 2026

Opens in a new windowLamp Post Lodge
Dark Sky Suites

Dark Sky Suites

2.5 out of 5
110 S 2nd St Westcliffe CO
$161 nightly
The price is $177 total per night from Jun 21 to Jun 22
$177 total
Jun 21 - Jun 22
Total with taxes and fees
Express check-out is available at this motel. Take advantage of the free self parking.
"Great location"

Reviewed on May 25, 2026

Opens in a new windowDark Sky Suites
Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe

3 out of 5
59424 Highway 69 Hillside CO
$177 nightly
The price is $190 total per night from Jun 2 to Jun 3
$190 total
Jun 2 - Jun 3
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Opens in a new windowHillside Colorado Cottages near Westcliffe
Serene • Firepit • Romantic

Serene • Firepit • Romantic

Howard CO
$308 nightly
The price is $331 total per night from Jun 2 to Jun 3
$331 total
Jun 2 - Jun 3
Total with taxes and fees
This cabin features barbecue grills.
Opens in a new windowSerene • Firepit • Romantic
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hillside Hotel & Travel Guide

Informed travelers will find there's just 1 lodging option within a 6-mile (10-kilometer) radius of where the locals can be found in Hillside, so it's worth booking a place to put your feet up well before your departure date.

For all the times you like to check-in within walking distance of the key features of downtown Hillside, check out the facilities at the centrally-located Hillside Colorado Cottages.

Located 11 miles (18 kilometers) away from downtown Hillside is the Cutty's Hayden Creek Resort - A Cruise Inn Park. The Hillside Colorado Cottages is 0.6 miles (1 kilometer) away.

For those who are longing to check out more of the mountains, foothills and alpine meadows that are found in this part of United States of America, you might also book some extra nights in Central Colorado. You will love the chance to admire the area's diverse attractions or have a go at snowboarding before you find a convenient Travelocity-listed place to stay the night.

You could spend the day visiting Edith Kinney Gaylord Cornerstone Arts Center and Midland Trail, in Downtown Colorado Springs, 60 miles (93 kilometers) to the northeast of Hillside. The The Broadmoor and Old Town GuestHouse are some of the comfortable lodging options in Downtown Colorado Springs. 60 miles (93 kilometers) northeast of Hillside, you can also stay at Colorado Springs, home to the Residence Inn by Marriott Colorado Springs South and Lennox House Bed & Breakfast. The Garden of the Gods and Cave of the Winds are other frequented sites to visit when visiting Colorado Springs.

Get your fix of sport with a voyage to United States Olympic Complex, situated 60 miles (96 kilometers) to the northeast of Hillside. Sports fans that are hoping to find a Travelocity-listed hotel in the area around the game can compare the The Mining Exchange, A Wyndham Grand Hotel & Spa or the The Antlers, A Wyndham Hotel.

For travelers flying via San Luis Valley Regional Airport, you might plan to book a room at Holiday Inn Express & Suites Alamosa, or Days Inn Alamosa Co, which are both located a short ride away.

Frequently asked questions

What are the top kid-friendly hotels in Hillside?
From well-designed amenities to rooms with bunk beds, kid-friendly hotels are equipped with features that can help transform a routine family vacation into an amazing one. These Hillside properties make vacationing with the youngsters a cinch: Settle in at Hillside Colorado Cottages near Westcliffe. It comes with pet-friendly facilities, a picnic area and a talent for making families feel at home. Spacious Home-Mountain & Valley Views - Dark Sky is another top place to stay. After a long day of sightseeing, come back home to your cozy room and amenities like animal viewing activities and shopping facilities.
Where can I find cheap hotels in Hillside?
At Travelocity you'll find really nice hotels in Hillside at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Hillside rather than in Hillside. We may find you even better rates, too.
How do I find the best Hillside hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillside then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Hillside?
The cheapest hotel in Hillside is $177. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Hillside?
There are 144 hotels in Hillside on Travelocity.
What are the best hotels in Hillside?
Hillside has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Hillside for you!
When is the best time to visit Hillside?
If you want the joy of a fun-filled trip in peak season, visit Hillside during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Hillside?
Based on historic data is usually the cheapest month to visit Hillside. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Hillside?
There are multiple hotels in Hillside that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Hillside. We have plenty of kid-friendly hotels in Hillside to choose from on Travelocity!
Why book a hotel in Hillside through Travelocity?
Because we have the top hotels in Hillside! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Hillside on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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